Kawailoa Kailua Homes with Sunset View

Welcome to Kawailoa Kailua, a hidden gem nestled on the stunning windward coast of Oahu, Hawaii. Known for its breathtaking natural beauty and laid-back atmosphere, Kawailoa Kailua is a paradise for those seeking a tranquil lifestyle surrounded by lush landscapes and pristine beaches. This vibrant neighborhood is characterized by its friendly community, where residents enjoy a blend of outdoor adventures and serene coastal living.

The allure of Kawailoa Kailua extends beyond its picturesque surroundings; it’s a place where you can truly feel at home. The area boasts a variety of charming homes, many of which offer spectacular sunset views that paint the sky in hues of orange, pink, and purple each evening. Imagine unwinding on your lanai, sipping a refreshing drink as the sun dips below the horizon, casting a golden glow over the tranquil waters of Kailua Bay.

Kawailoa Kailua is not just about stunning views; it also offers easy access to some of the best local amenities. From boutique shops and delicious eateries to outdoor recreational activities, there’s something for everyone. Enjoy a morning paddleboarding session on the calm waters or take a leisurely stroll along the sandy shores of Kailua Beach, consistently ranked among the best beaches in the world.

With its perfect blend of natural beauty, community spirit, and prime location, Kawailoa Kailua is more than just a place to live; it’s a lifestyle waiting to be embraced. Discover your dream home here and experience the magic of island living!

Newest Kawailoa Kailua Homes with Sunset View

$1,450,000

3 Beds ⋅ 3 Baths ⋅ 202607704 MLS ⋅ FS - Fee Simple Tenure ⋅ 105 DOM ⋅ Windsurfer BLDG.

Experience the quintessential Kailua LIFESTYLE at The WINDSURFER, a boutique 10-unit townhome community situated directly across from Kailua Beach. LOCATION. This part of Kailua Beach has Oahu's BEST KITESURFING; it's heaven! The Windsurfers Unit #4 Is the Special Unit that sits right on the lily pond, a happy and serene spot to reflect the days activities. This RARELY AVAILABLE residence features a freshly painted interior, loft, new washer and dryer, and updated kitchen and bathrooms from a 2018 renovation. The versatile layout can accommodate either three bedrooms, or two bedrooms with a flex space and a half bath. The large tiled private patio offers many opportunities, entertaining, dining, outdoor living room and is has a lighted walk in storage closet for bikes, tools, and equipment. 2 reserved and excellent parking spaces right outside your door and guest parking is available for your friends. Most importantly ... Yes, PET FRIENDLY! Located just steps from world-class windsurfing, Kalapawai Market, and BUZZ'S Steakhouse, this serene retreat offers a welcome escape from the bustle of Honolulu. CALL today to learn all about the outstanding lifestyle at the Windsurfer!

445 Kawailoa Road Unit 4, Kailua

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Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.